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Key Documents

T3758

Sigma-Aldrich

Thioglycolic acid

98%

Synonym(s):

Mercaptoacetic acid

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About This Item

Linear Formula:
HSCH2COOH
CAS Number:
Molecular Weight:
92.12
Beilstein:
506166
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

3.2 (vs air)

Quality Level

vapor pressure

0.4 mmHg ( 25 °C)

Assay

98%

form

liquid

autoignition temp.

662 °F

color

clear colorless

refractive index

n20/D 1.505 (lit.)

bp

96 °C/5 mmHg (lit.)

mp

−16 °C (lit.)

density

1.326 g/mL at 20 °C (lit.)

functional group

carboxylic acid
thiol

shipped in

wet ice

storage temp.

2-8°C

SMILES string

OC(=O)CS

InChI

1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)

InChI key

CWERGRDVMFNCDR-UHFFFAOYSA-N

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General description

Thioglycolic acid is a mercaptocarboxylic acid that serves as a stabilizer, reducing agent, and ligand.

Application

Thioglycolic acid may be used as a sulfur source for the synthesis of metal sulfide nanostructures via hydrothermal process.

Caution

At room temperature, concentrations over approximately 70% in water tend to form 1-2% thioglycolides per month, which hydrolyze to the original free compound when made acid or alkaline. The 70% solution oxidizes in air, but is stable at room temperature when tightly closed. Thioglycolate salts may also lose purity on storage. The exclusion of air does not materially improve stability.

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Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

266.0 °F - closed cup

Flash Point(C)

130 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The influence of carboxyl groups on the photoluminescence of mercaptocarboxylic acid-stabilized CdTe nanoparticles
Zhang H, et al.
The Journal of Physical Chemistry B, 107, 8-13 (2003)
Shape selective hydrothermal synthesis of tin sulfide nanoflowers based on nanosheets in the presence of thioglycolic acid.
Salavati-Niasari M & Davar F.
J. Alloy Compounds, 492(1-2), 570-575 (2010)
Reduction of [Cp2? Mo2O5] by thioglycolic acid in an aqueous medium: Synthesis and structure of [{Cp* Mo (?-SCH2COO)} 2 (?-S)]
Demirhan F, et al.
Journal of Organometallic Chemistry, 691, 648-654 (2006)
Controllable synthesis of wurtzite ZnS nanorods through simple hydrothermal method in the presence of thioglycolic acid.
Salavati-Niasari M, et al.
J. Alloy Compounds, 475(1-2), 782-788 (2009)
Daryl Sivakumaran et al.
Soft matter, 13(47), 9060-9070 (2017-11-28)
Highly monodisperse and hydrolytically degradable thermoresponsive microgels on the tens-to-hundreds of micron size scale have been fabricated based on simultaneous on-chip mixing and emulsification of aldehyde and hydrazide-functionalized poly(N-isopropylacrylamide) precursor polymers. The microfluidic chip can run for extended periods without

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